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8.7

1,196 reviews

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

1 W. Washington Street, Chicago, 60601, Illinois, United States

Reservations:

+1-833-728-2041

Choose dates to view prices

Restaurant

Free wifi

Fitness center

Air conditioning

Bar

24-hour front desk

Non-smoking rooms

Wheelchair accessible

Staypineapple, An Iconic Hotel, The Loop

Welcome to Staypineapple, An Iconic Hotel, located in the vibrant city of Chicago, Illinois. This 4-star hotel is situated in The Loop, just 4.1 kilometers from the city center. With 1196 rave reviews, you can trust that your stay here will be nothing short of exceptional.

Starting at just $100, Staypineapple offers a range of amenities to make your stay comfortable and enjoyable. The hotel is pet-friendly, so you can bring your furry friend along for an extra charge. You'll also have access to private parking, free WiFi, and a 24-hour front desk for any of your needs. The hotel features a bar and restaurant, perfect for relaxing and indulging in delicious meals and refreshing drinks. Staypineapple also offers a free fitness center, so you can stay active during your stay.

The rooms at Staypineapple are thoughtfully designed and equipped with all the essentials. With air conditioning, free toiletries, a bathtub, and a flat-screen TV, you'll have everything you need for a comfortable stay. The hotel is also wheelchair accessible, ensuring that all guests can enjoy their stay. Daily housekeeping is provided, and additional amenities such as bicycle rental and dry cleaning are available for an extra charge.

Enjoy a delightful stay at Staypineapple, An Iconic Hotel, and experience true comfort and convenience in the heart of The Loop. Book your stay today!

When it comes to dining options, Staypineapple has you covered with their on-site restaurant, Atwood. This modern restaurant offers a delightful dining experience with its American cuisine. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a delicious dinner, Atwood has something to satisfy every palate. With its convenient location within the hotel, you can enjoy a scrumptious meal without even stepping foot outside.

At Staypineapple, you have a variety of payment options to choose from. Cash is not accepted, but you can easily pay with Discover, Mastercard, Diners Club, Visa, American Express, or UnionPay. This flexibility makes it convenient for you to settle your bill and enjoy a hassle-free stay.

Now, let's talk about the room types available at Staypineapple. From the cozy Deluxe Double Room to the spacious Executive King Suite, there's a room to suit every traveler's needs. The rooms are beautifully designed and equipped with essential amenities such as air conditioning, free toiletries, a bathtub, and a flat-screen TV. Plus, with daily housekeeping, you can always expect a clean and comfortable space to return to after a day of exploring the city.

Come and experience true comfort and convenience at Staypineapple, An Iconic Hotel. Whether you're traveling with a pet, enjoying a delicious meal at Atwood, or settling in for a restful night in one of their thoughtfully designed rooms, your stay at Staypineapple will be one to remember. Book your stay today and get ready to indulge in the best that The Loop has to offer!

Closest airports

Chicago Midway International Airport

9mi

Chicago O'Hare International Airport

15.7mi

Most popular amenities

Restaurant

Free wifi

Fitness center

Air conditioning

Bar

24-hour front desk

Non-smoking rooms

Wheelchair accessible

Elevator

Free toiletries

Bathtub

Rooms

Millennium Park King Suite in Staypineapple, An Iconic Hotel, The Loop

Show 6 photos

Millennium Suite, Park View

1 King Size Bed

400 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

+

More details

Welcome to our Millennium Park King Suite, a spacious 398 sqft suite designed to accommodate 4 adults and 3 children comfortably. Unwind in the sitting area or enjoy the modern amenities such as the flat-screen TV, coffee machine, and refrigerator. With a luxurious king-size bed and a range of other comforts, your stay with us is bound to be memorable.

Deluxe Queen Room with Two Queen Beds in Staypineapple, An Iconic Hotel, The Loop

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Deluxe, 2 Queen

2 Queen Size Beds

175 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

+

More details

Indulge in the spacious tranquility of our Deluxe Double Room, offering 172 sqft of elegant comfort. Relax with your loved ones as this room accommodates 4 adults and 3 children. Enjoy your favorite shows on a flat-screen TV, unwind in a relaxing bathtub, and start your day off right with a freshly brewed cup of coffee from the in-room coffee machine.

Executive King Suite in Staypineapple, An Iconic Hotel, The Loop

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Executive Suite

1 King Size Bed

395 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

+

More details

Suite Executive

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Deluxe, Queen, Accessible

1 Queen Size Bed

175 sqft

Wifi

Refrigerator

+

More details

Deluxe Queen Mobility Accessible with Roll-in Shower.

Deluxe King Room in Staypineapple, An Iconic Hotel, The Loop

Show 4 photos

Deluxe, King

1 King Size Bed

180 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

x4

+

x3

More details

King Deluxe Room.

Deluxe Queen Room in Staypineapple, An Iconic Hotel, The Loop

Show 4 photos

Deluxe, Queen

1 Queen Size Bed

175 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

x4

+

x3

More details

Deluxe Queen Bed

Show 4 photos

Deluxe, 2 Double, Accessible

2 Double Beds

Wifi

+

More details

Deluxe Two Double Mobility Accessible with Tub.

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Millennium Suite

1 King Size Bed

Free wifi

Flat-screen TV

Refrigerator

Tea/Coffee maker

+

More details

Executive King Suite - Disability Access in Staypineapple, An Iconic Hotel, The Loop

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Executive Suite, Accessible

1 King Size Bed

1 Sofa Bed

395 sqft

Bathtub

Coffee machine

Flat-screen TV

Refrigerator

x8

+

x5

More details

Queen Room with Roll-In Shower - Disability Access in Staypineapple, An Iconic Hotel, The Loop

Show 4 photos

Queen Room, Accessible

1 Queen Size Bed

170 sqft

Coffee machine

Flat-screen TV

Refrigerator

Shower

x4

+

x3

More details

Show 5 photos

Millenium Suite, Park View

1 King Size Bed

+

More details

Millenium Park View King Suite.

King Room

1 King Size Bed

x4

+

x3

More details

Guest reviews

8.7

1,196 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Featured reviews:

🇺🇸

Aileen

10

August 2023

Stunning Landmark Building in the best location, close to the Art Institute and an easy walk to all our tourist attractions. Staypineapple staff were accommodating, friendly and attentive. Bed and linens were very comfortable. Loved having a real key to open the door. Refreshing change from the big hotels and long waits at the elevator.

Would have liked breakfast included, or offered as an add on. The restaurant would have been a nice place to start the day. This was not a real issue for us - the rooms are cleaned every other day. The reason I mention this is I thought the price should have included daily cleaning.

🇺🇸

Eileen

9.1

August 2023

The location was great. Staypineapple is a couple blocks from Millennium Park in one direction and a few blocks from the Riverwalk in another. The beds were so comfy! The bathroom was good size with a tub/shower. I loved the "how to use the duvet" instructions and it just made for a great night sleep. The front desk staff were excellent, knowledgeable and helpful. The Pineapple water in the lobby was a nice feature so we could fill our bottles as we went out for the day touring. I would stay here again without question.

There wasn't any conditioner in the shower and I would've called but I was leaving that day. Otherwise everything was great!

🇺🇸

Christine

9.1

September 2023

This hotel is in the PERFECT location for shopping, dining, eating, and wandering downtown Chicago!! The lobby and restaurant (The Atwood) area is beautiful- bright with nice furnishings. Love the old tile and wrought iron work in the elevator area! Free water dispenser with ice (and pineapple slices!) in lobby, but also you can get free water bottles at any time (we had some delivered to our room, and anytime we ventured out into the hot weater we got a couple). Each guest over 21 gets a free drink at the bar upon arrival (beer, house wine, or soda), which is a nice touch. The room was a good size for downtown hotels with space for a tufted bench by the windows. The king size bed came with 2 "European" duvets, one for each guest, that were SO COMFORTABLE; like sleeping in a cloud! The bath toiletries were Tommy Bahama and smelled delicious! The "pineapple touches" in the rooms are adorable-- mugs, robes, even the toilet paper was wrapped up to look like a pineapple! Overall we really enjoyed our stay and look forward to staying here again on our next trip to Chicago!!

The guest room doors need an inside slide chain or bolt of some kind. Someone knocked on our door at 4 am and we surely wished we had an interior lock of some kind when that happened! The bath but and shower head could use updating.

🇺🇸

Marcelo

9.1

July 2023

Hotel can boast an exceptional location in Chicago, especially for first time visitors. It is in the middle of the Loop shopping district surrounded by great shops, restaurants, transport hubs and main attractions. It is central to all of the places someone visiting Chicago for the first time needs to be near. The building is classic with wonderful vintage decor. The rooms are nicely put together with comfortable beds and well done bathrooms. Staff is minimal but helpful and friendly and there is a bar/restaurant in the lobby.

This may not matter to everyone and it wasn't a problem but one needs to be aware that housekeeping is every other day (so hang up your towels and don't make too much of a mess :). The lobby and front desk are small but didn't ever get crowded or seem to pose any issues, but if you are looking for a grand entrance with a concierge, this isn't for you.

🇺🇸

Linda

10

September 2023

Loved the history of staying in a historic hotel, where new meets old. Breakfast and appetizers at the bar were delicious. Received a free drink coaster and used at the bar. We were celebrating our anniversary and they put us in a great room with a view, a bottle of prosecco, truffle chocolates and a lovely note. A nice surprise to make our anniversary special.

My only complaint was my phone going off at 7am with reminder texts (5 of them for one message) on checking out at noon. Unfortunately, I wasn't able to fall back asleep and it was my only morning to sleep in.

🇦🇺

Arthur

9.1

June 2023

This is a small-medium sized boutique hotel (around 100 rooms) that is beautifully cared for. The layout of my room was attractive with excellent views of State and Washington streets in two directions from a bay window. I happily worked away on my laptop at the desk looking north towards State. The restaurant downstairs with high ceilings and windows is also an attractive space and I made a point of taking breakfast there on three occasions (once before I had checked in). The waffles are superb!

The shower and bath were functional but at least in my room they were in need of an upgrade.

🇺🇸

Antonio

10

June 2023

Super cute hotel and super nice staff. When we did the check-in we were offered to switch our room to the same kind but in the 14th floor, which is much cooler given that it is downtown Chicago. It was an amazing cute room, super comfortable bed (top naked experience). The staff were super kind and helped us find dinning locations and gave us some band aids when we needed them (some blisters from walking). We were also given a complimentary drink in their bar and limitless water, which was super nice given the hot weather. I would definitely recommend this hotel!

They no longer have a partnership with a parking garage, which they need to update in their booking page.

🇺🇸

Rosl

9.1

May 2023

First of all, Alex, whom I spoke with on the phone, was able to take care of the issue with my three room reservation. He was very helpful and kind, and made us feel at ease. They were able to accommodate all my requests for early check in and rooms close together, because I was traveling with kids and my 84yo mom. We loved the beds and soft cloud-like comforter! That was a big hit. They were able to suggest a black car limo service that made going to an event so much more convenient. The location was great because it was close to restaurants and shopping. We will definitely stay here again in the future.

I wished there was room service or that the restaurant kitchen stayed open past 11pm. But it was a huge deal.

🇺🇸

Beret

8.2

April 2023

Everyone was so friendly and helpful! Loved all of the pineapple items—mug, tp, towels, robe—so cute. The bedding was incredibly nice—I want one of those personal comforters! The building was so cool and the location was dynamite. The restaurant was a nice place for a drink or a bite to eat.

We had an issue with heat, which was not resolved. Luckily the robe kept me warm enough. Also, there was nowhere to sit and work and plug in my laptop. Is there usually a room for that? It seemed like something in the basement level that was under construction.

🇳🇱

Menasseh

10

March 2023

I can't say enough good things about staying at Staypineapple Chicago. We arrived early, were allowed to check in right away. The room was hands down the cleanest hotel room we have ever stayed in! The architectural aspects of this hotel are stunning. The ceilings are high and the windows are large and the view from the room was excellent. The staff were very helpful and friendly. Free water bottles. Nice cosy gym. Count on this being our hotel in Chicago.

Coffee and thee were blow expectation.

Points of Interest Around Staypineapple, An Iconic Hotel, The Loop

Attractions

Marquette Building

0.2mi

Chicago Board of Trade Building

0.4mi

Harold Washington Library Center (Chicago Public Library)

0.5mi

Chicago River

0.5mi

Chicago Pedway

0.7mi

Shedd Aquarium

1.3mi

Chicago Chinatown

2.1mi

Prairie Avenue Historic District

2.1mi

United Center

2.4mi

Chicago Loop

3mi

Trickery

4.4mi

Wrigley Field

4.7mi

Wrigleyville

4.8mi

University of Chicago

6.6mi

Jackson Park

7.1mi

Restaurants

Atwood

Cuisines

  • American

Ambiances

  • Modern

Amenities of Staypineapple, An Iconic Hotel, The Loop

Restaurant

Free wifi

Fitness center

Air conditioning

Bar

24-hour front desk

Non-smoking rooms

Wheelchair accessible

Elevator

Free toiletries

Bathtub

Stay rules - Staypineapple, An Iconic Hotel, The Loop

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • Children and beds

  • Cards accepted at this property

Frequently Asked Questions - Staypineapple, An Iconic Hotel, The Loop

Does Staypineapple, An Iconic Hotel, The Loop have accommodations for guests with pets?

Yes, you can stay with your pet at Staypineapple, An Iconic Hotel, The Loop. However, please note that charges may apply for bringing your pet.

When are the check-in and check-out times for Staypineapple, An Iconic Hotel, The Loop?

Staypineapple, An Iconic Hotel, The Loop welcomes guests for check-in at 04:00 PM and the departure or check-out time is set at 12:00 PM.

Is there parking available at Staypineapple, An Iconic Hotel, The Loop?

Yes, there is parking available at Staypineapple, An Iconic Hotel, The Loop. The parking is private and located near the hotel. It costs $75 per day and no reservation is required.

What's the nightly rate at Staypineapple, An Iconic Hotel, The Loop?

Room rates at Staypineapple, An Iconic Hotel, The Loop initiate from $100. Yet, variations occur based on your room and date preferences. For exact rates, please insert your travel dates.

What are the room types available at Staypineapple, An Iconic Hotel, The Loop?

The hotel offers a variety of room types including Double, Suite, and Quadruple rooms. Occupancy ranges from 2 adults and 1 child to 4 adults and 3 children. Smoking is not allowed in any of the rooms. Bed sizes include Double, Queen, and King. Room sizes range from 172 sqft to 398 sqft.

What is there to do in Staypineapple, An Iconic Hotel, The Loop?

Guests at Staypineapple, An Iconic Hotel, The Loop can spend their time enjoying the leisure amenities the hotel has to offer. They can start their day at the fitness center, which is available for their use. For guests who prefer outdoor activities, the hotel offers bicycle rental, allowing them to explore the surrounding area at their own pace.

When it comes to dining, guests don't have to venture far, as the hotel boasts an on-site restaurant called Atwood. With its modern ambiance and American cuisine, guests can indulge in flavorful dishes without having to leave the comfort of the hotel.

Overall, guests have the opportunity to stay active and enjoy delicious meals, providing them with a well-rounded experience during their stay at the hotel.

Does Staypineapple, An Iconic Hotel, The Loop feature its own restaurants?

Yes, the hotel has a restaurant on-site named Atwood. Atwood offers a modern ambiance and serves American cuisine.

Does Staypineapple, An Iconic Hotel, The Loop accept credit cards?

Staypineapple, An Iconic Hotel, The Loop does not accept cash as a payment method. However, they do accept credit cards such as Discover, Mastercard, Diners Club, Visa, American Express, and UnionPay.